Piperidine → HCID 178487052, compound

HRID 1750026Notes

Reaction equation

[CH3:1][C:2]1[C:6]([CH2:7][C:8]2[C:16]3[O:15][CH2:14][C:13](=[O:17])[C:12]=3[CH:11]=[CH:10][C:9]=2[O:18][CH3:19])=[C:5]([CH3:20])[NH:4][N:3]=1.[NH:21]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[C:23]([CH:30]=O)=[N:22]1.N1CCCCC1>CO>[NH:21]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[C:23](/[CH:30]=[C:14]2\[O:15][C:16]3[C:8]([CH2:7][C:6]4[C:2]([CH3:1])=[N:3][NH:4][C:5]=4[CH3:20])=[C:9]([O:18][CH3:19])[CH:10]=[CH:11][C:12]=3[C:13]\2=[O:17])=[N:22]1

Participants

Conditions

Temperature: 60 °C

Procedure

A solution of 7-[(3,5-dimethyl-1H-pyrazol-4-yl)methyl]-6-methoxybenzofuran-3(2H)-one (0.0427 g, 0.157 mmol) in methanol (0.6 mL) was added with 1H-indazole-3-carboxaldehyde (0.0229 g, 0.157 mmol) and piperidine (0.0107 g, 0.126 mmol), and the mixture was stirred at 60° C. for 2 hours. The reaction mixture was cooled to room temperature, and the precipitated solid was collected by filtration to obtain (Z)-2-[(1H-indazol-3-yl)methylene]-7-[(3,5-dimethyl-1H-pyrazol-4-yl)methyl]-6-methoxybenzofuran-3(2H)-one (0.0388 g, 61%).

Workup

temperatureThe reaction mixture was cooled to room temperature
filtrationthe precipitated solid was collected by filtration

Sources & evidence

ORD record: ord-f49031e182cb48e6b3dc654a1ba4ec6f
Source dataset: uspto-grants-2015_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09156827B2

Reaction notes

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